Best Walking Tours in Charlottesville 2025

Discover the best walking tours in Charlottesville - from sightseeing tours and cultural experiences to adventure activities and day trips with top-rated local guides.

Best Walking Tours in Charlottesville

Discover the beauty of Charlottesville on foot with our curated walking tours. Whether you're visiting for the first time or looking to uncover hidden gems, exploring Charlottesville by walking lets you experience its culture, history, and landmarks up close.

Top Walking Tours in Charlottesville

Private Wine Tours (Minimum 3 & Maximum 6 ) Pickup Maximum 30 Mi

Charlottesville , Virginia

★ ★ ★ ★ ☆ (26 reviews)

Free Cancellation

From $ 95.00

Duration: 5 hours (approx.)

A very comfortable and stylistic a tour and tasting some of Virginia’s finest vineyards and wines. It’s very private and enjoyable for couple looking for an intimate getaway, a small group celebrating a special occasion, a bridal party, or a business team looking for a change of scene. You are making the right choice to experience the natural beauty of Mountains while driving to one of the best winery in historic Charlottesville. It is an exciting time of touring and wine tasting. Your vehicle type will depend on your group size.

Book Now You'll be redirected to Viator to finish your booking.

The UVA Corner Food Tour: Private Walking Food Tour in Charlottesville

Charlottesville , Virginia

★ ★ ★ ★ ☆ (5 reviews)

Free Cancellation

From $ 394.00

Duration: 3 hours (approx.)

Please join our knowledgeable, entertaining guides in an unparalleled tour of the best of food and culture on the world-famous UVA Corner.

Book Now You'll be redirected to Viator to finish your booking.

The Downtown Mall Food Tour

Charlottesville , Virginia

★ ★ ★ ★ ★ (3 reviews)

Free Cancellation

From $ 419.00

Duration: 3 hours (approx.)

The Downtown Mall Food Tour is a unique and memorable way to visit one of America's top college towns.

Book Now You'll be redirected to Viator to finish your booking.

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Local Tips for Charlottesville

Wear comfortable shoes — Charlottesville streets may be cobblestoned.
Don’t miss trying local food or drink
Look out for public fountains to refill your water.
Book tickets in advance to skip the lines at popular attractions.

Guided vs. Self-Guided Walking Tours

A guided walking tour offers expert insights, historical context, and often includes skip-the-line access to major landmarks. If you prefer flexibility, a self-guided route lets you explore Charlottesville at your own pace using maps and mobile apps. Combining both options is ideal for a complete experience.